Reaction of β-nitrostyrenes with benzene catalyzed by trifluoromethanesulfonic acid. Formation and reaction of n,n-dihydroxyiminium-benzyl dications
作者:Tomohiko Ohwada、Toshiharu Ohta、Koichi Shudo
DOI:10.1016/s0040-4020(01)89957-9
日期:1987.1
β-Nitrostyrenes are diprotonated on the nitrogroup to yield N,N-dihydroxyiminium-benzyl dications in trifluoromethanesulfonicacid. These dications comprise a new class of reagents that can react with benzene. The reaction is dependent on the substituent (H or alkyl group) at the β-position of nitrostyrene: β-nitrostyrene yields diphenylacetophenoneoxime, and β-methyl-β-nitrostyrene yields acetophenoneoxime